SU520908A3 - Method for preparing substituted biphenylyl butyric acid or its ester or its salt - Google Patents

Method for preparing substituted biphenylyl butyric acid or its ester or its salt

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Publication number
SU520908A3
SU520908A3 SU2069737A SU2069737A SU520908A3 SU 520908 A3 SU520908 A3 SU 520908A3 SU 2069737 A SU2069737 A SU 2069737A SU 2069737 A SU2069737 A SU 2069737A SU 520908 A3 SU520908 A3 SU 520908A3
Authority
SU
USSR - Soviet Union
Prior art keywords
ester
salt
butyric acid
preparing substituted
substituted biphenylyl
Prior art date
Application number
SU2069737A
Other languages
Russian (ru)
Inventor
Энгель Вольфхардт
Тойфель Хельмут
Зеегер Эрнст
Никкль Йозеф
Энгельгардт Гюнтер
Original Assignee
Д-Р Карл Томэ Гмбх (Фирма)
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE2240441A external-priority patent/DE2240441A1/en
Priority claimed from DE19722261912 external-priority patent/DE2261912A1/en
Application filed by Д-Р Карл Томэ Гмбх (Фирма) filed Critical Д-Р Карл Томэ Гмбх (Фирма)
Application granted granted Critical
Publication of SU520908A3 publication Critical patent/SU520908A3/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

пример 1. Смесь 7 г (0,02 моль) диэтипового эфира l-{2 фтор-4-бифени лил )-1-этил -малоновой кислоты, 1,2 г (0,022 моль) хлористого натри  и 0,3 мл (0,02 моль) воды в 1О мл диметилсульфоксида нагревают 5 час при размешивании до 150°С, охлаждают, перемешивают с водой, раствор ют выделившеес  масло эфиром, про мывают эфирный раствор, сушат, удал ют растворитель, дистиллируют остаток в вакууме и получают 2 г (35%) этилового эфира 3-(2 -фтор 4-бифенилил )масл ной кислоты, т. кип. 135-137 С/О,09 мм. Аналогичным образом получают метиловый эфир 3(2 -хлор-4-бифенилил)--масл но кислоты. Пример 2. 77,5 г (0,3 моль) 3- (2-фгор-4-6ифенилил)-масл ной кислоты раствор ют в 1,5 л этанола, смешивают с раствором 97,2 г (О,3 моль) хинина в 1,5 этанола, бесцветный осадок отсасывают, перекристаллизовывают 15 раз из этанола (всего 30 л) и получают 5, правовраща ющего изомера, Те пл. 87-88 С (диклогексан );ГоС35) 34,5 Из фильтрата удал ют растворитель, раст вор ют остаток в гор чем метаноле ( 5ОО мл), охлаждают, отсасывают осадок, обрабатывают фильтрат таким же образом 4 раза метанолом, выпаривают метанол, раствор ют остаток в 5ОО мл теплого уксусного эфира, оставл ют сто ть некоторое врем , отсасывают осадок, перекристаллизовьшают его из 5ОО мл уксусного эфира и получают 2,3 г левовращаюшего изомера, т. пл, 85-87 С (диклогексан ) - «33,5 в зобретени  Формула Способ получени  замещенной бифенили асл ной кислсггы или ее эфира общей форулы CH-CHf-COB R. - галои;ц В - ОКОЙ- или алкоксигруппа, или ее оли, отличающийс  тем, что оединение общей формулы MOOR 2 где R. имеет вьппеуказанное значение; R -алкил, декарбоксилируют в бипол рном апротонном растворителе в присутствии соли, например хлористого натри , при 13О-19О С, выдел ют полученный эфир или его омыл ют и образующуюс  кислоту выдел ют в свободном виде или в виде соли, в виде рацемагтов или оптически активных изомеров. Приоритет по признакам: 17.08.72 при R - галоид В-окси- или алкоксигруппа. 18.12.72 при получении замещенной бифенилилмасл ной кислоты или ее эфира или ее соли.Example 1. A mixture of 7 g (0.02 mol) of l- {2 fluoro-4-biphenyl lyl) -1-ethyl -malonic acid diethyl ester, 1.2 g (0.022 mol) of sodium chloride and 0.3 ml (0 , 02 mol) of water in 1O ml of dimethyl sulfoxide is heated for 5 hours while stirring to 150 ° C, cooled, stirred with water, the separated oil is dissolved with ether, the ether solution is washed, dried, the solvent is removed, the residue is distilled under vacuum and 2 g are obtained (35%) ethyl 3- (2-fluoro 4-biphenylyl) butyric acid ester, bp. 135-137 С / О, 09 mm. In a similar way, 3 (2-chloro-4-biphenylyl) - butyric acid methyl ester is obtained. Example 2. 77.5 g (0.3 mol) of 3- (2-fluor-4-6-phenylyl) -butyric acid are dissolved in 1.5 l of ethanol, mixed with a solution of 97.2 g (0, 3 mol) quinine in 1.5 of ethanol, the colorless precipitate is sucked off, recrystallized 15 times from ethanol (30 l in total) and 5 are obtained for the dehydrating isomer, Te pl. 87-88 ° C (diclohexane); GoC35) 34.5 The solvent was removed from the filtrate, the residue was dissolved in hot methanol (5OO ml), cooled, the precipitate was filtered off with suction, the filtrate was treated in the same way 4 times with methanol, methanol was evaporated, The residue is taken up in 5OO ml of warm acetic ether, the mixture is left to stand for some time, the precipitate is sucked off, it is recrystallized from 5OO ml of ethyl acetate and 2.3 g of levoframe isomer are obtained, mp. 5 in the invention Formula A method for preparing substituted biphenyl acetic acid or its ester ly CH-CHf-COB R. - halo; n B - OKOY- or alkoxy, or oli, characterized in that Connections MOOR general formula 2 wherein R. has vppeukazannoe value; R-alkyl, decarboxylated in a dipolar aprotic solvent in the presence of a salt, for example sodium chloride, at 13 ° -19 ° C, the resulting ester is isolated or washed and the resulting acid is isolated in free form or as a salt, as racemates or optically active isomers. Priority signs: 08/17/72 when R is a halogen of b-hydroxy or alkoxy group. 12/18/72 when obtaining substituted biphenylyl-butyl acid or its ester or its salt.

SU2069737A 1972-08-17 1974-10-21 Method for preparing substituted biphenylyl butyric acid or its ester or its salt SU520908A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2240441A DE2240441A1 (en) 1972-08-17 1972-08-17 NEW BIPHENYL DERIVATIVES AND METHOD OF MANUFACTURING
DE19722261912 DE2261912A1 (en) 1972-12-18 1972-12-18 Antiphlogistic butyric acid derivs - 3-(halo-substd.-4-biphenylyl)-butyric acid derivs

Publications (1)

Publication Number Publication Date
SU520908A3 true SU520908A3 (en) 1976-07-05

Family

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Family Applications (2)

Application Number Title Priority Date Filing Date
SU2069737A SU520908A3 (en) 1972-08-17 1974-10-21 Method for preparing substituted biphenylyl butyric acid or its ester or its salt
SU2069772A SU517245A3 (en) 1972-08-17 1974-10-21 Method for preparing substituted biphenylbutyric acid or its salt

Family Applications After (1)

Application Number Title Priority Date Filing Date
SU2069772A SU517245A3 (en) 1972-08-17 1974-10-21 Method for preparing substituted biphenylbutyric acid or its salt

Country Status (1)

Country Link
SU (2) SU520908A3 (en)

Also Published As

Publication number Publication date
SU517245A3 (en) 1976-06-05

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